| Sleepy Hollow to Hillcrest Heights (Maryland) | 226.05 mi (363.79 km) |
| Sleepy Hollow to Hilliard (Ohio) | 492.60 mi (792.76 km) |
| Sleepy Hollow to Hillsboro (Oregon) | 2,446.97 mi (3,938.02 km) |
| Sleepy Hollow to Hillsborough (California) | 2,569.57 mi (4,135.32 km) |
| Sleepy Hollow to Hillsborough (New Jersey) | 57.51 mi (92.56 km) |
| Sleepy Hollow to Hilo (Hawaii) | 4,887.78 mi (7,866.13 km) |
| Sleepy Hollow to Hilton Head Island (South Carolina) | 723.20 mi (1,163.88 km) |
| Sleepy Hollow to Hinesville (Georgia) | 770.73 mi (1,240.38 km) |
| Sleepy Hollow to Hinsdale (Illinois) | 728.74 mi (1,172.79 km) |
| Sleepy Hollow to Hobart (Indiana) | 695.46 mi (1,119.24 km) |
| Sleepy Hollow to Hobbs (New Mexico) | 1,708.40 mi (2,749.40 km) |
| Sleepy Hollow to Hobe Sound (Florida) | 1,032.29 mi (1,661.32 km) |
| Sleepy Hollow to Hoboken (New Jersey) | 25.41 mi (40.89 km) |
| Sleepy Hollow to Hockessin (Delaware) | 131.31 mi (211.32 km) |
| Sleepy Hollow to Hoffman Estates (Illinois) | 739.95 mi (1,190.84 km) |
